TL;DR

Senior Product Manager (Contractor Products): Lead the development and growth of contractor management products for SMBs, focusing on end-to-end solutions from onboarding to payments and compliance. With an accent on building 0→1 products and leveraging AI to create customer-loved solutions. Focus on defining long-term strategy, cross-functional collaboration, and driving execution with urgency and care.

Location: Hybrid work in San Francisco, CA or New York, NY with 2-3 days per week in office required

Salary: $184,000–$230,000 per year (San Francisco, New York, Seattle)

Company

Gusto supports over 400,000 small businesses with payroll, health insurance, 401(k)s, and HR solutions, operating from offices in Denver, San Francisco, and New York.

What you will do

  • Lead long-term product strategy and define customer and market positioning for contractor products.
  • Build a vision to simplify contractor management and create competitive advantage.
  • Collaborate across Product, Engineering, Compliance, Legal, CX, Marketing, Sales, and Operations to align teams and validate assumptions.
  • Drive execution and outcomes using AI tools to solve complex problems.

Requirements

  • Must be located in or near San Francisco, CA or New York, NY with hybrid office attendance 2-3 days per week.
  • 5+ years of hands-on product management experience with proven 0-to-1 product delivery.
  • Strong skills in customer discovery, product research, and data-driven decision making.
  • Experience with AI tools and vision for AI in product experiences.
  • Exceptional cross-functional collaboration and leadership skills.
  • Entrepreneurial mindset with empathy for small business owners and contractors.

Culture & Benefits

  • Supportive and diverse workplace celebrating small business customers.
  • Hybrid work model with flexible office attendance.
  • Commitment to equal opportunity and reasonable accommodations.